Still, the gulf between the USA and North Korea remains vast.
When Mr Trump dramatically pulled out of the summit - angered by North Korea calling his vice-president "stupid" - Mr Kim's nearly comically sized letter played a part in the optics of rapprochement.
He described the meeting scheduled for Tuesday in Singapore as a "one-time shot" for Kim, and Trump said he was about to undertake a "mission of peace" as he left the Group of Seven meeting with world leaders in Canada.
There's just no recent precedent for the gamble Kim Jong Un is taking.
"We appreciate working together with North Korea".
The president said: "I think within the first minute I'll know". "But we'll have to see".
In 1997, Kim and his father left the country in the midst of a four-year-long starvation and economic crisis that some estimates suggest claimed the lives of between 240,000 and 3.5 million North Koreans, out of a population of 22 million. "What I do think, however, is that there will have to be major outreach to Congress to get their buy in for whatever the negotiated result is", she said. "It may not. [But] if I think it won't happen, I'm not going to waste my time and I don't to waste his", he said.
"We really think North Korea will be a tremendous place in a very short period of time and we appreciate everything that's going on". "I feel they were trying to intimidate me, but if I got deported it would have been big news".
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For more than a week journalists have been staking out Singapore's luxury hotels, airports and government buildings to catch a glimpse of officials involved in summit preparations.
But the Trump-Kim meeting will surpass them all in the sheer spectacle, a summit of global significance timed to begin squarely during prime time in the United States on Monday evening, a strategic decision by the ratings-conscious president.
However, he says the summit could be looked at as a step in the right direction even if it lacks concrete commitments. Their appearance comes days before a summit between the real leaders in the city-state. "It will never be there again", the president said.
While the island republic has close military links with the United States, it is not one of Washington's treaty allies, and over the years has allowed over 2,000 warships from some 30 countries to berth at its naval bases.
"We sort of disregarded the controversy around MacArthur", said George White, another classmate.
"He could take that nation with those great people and truly make it great", Trump said.
"In the event that we are successful, as we are hopeful that we will be, yes, I would hope that there would be a statement that they would put out that each could agree to", Pompeo told YTN.
The Japanese-controlled Korean Peninsula was divided in 1945, at the end of World War II, into a Soviet-backed north and a US -backed south. In my meetings with North Korea's foreign ministry, its officials have repeatedly emphasized that only a leader-to-leader dialogue could break the nuclear impasse.